[[!comment format=mdwn username="joey" subject="""comment 2""" date="2016-04-12T17:07:13Z" content=""" Since you're trying to use the mimetype feature, have you checked that your git-annex is built with support for it? Run `git annex version` and check for "MagicMime" in the build flags. Indeed, I'm possitive that's the problem with your build, since the stack build disables this feature by default. Because it needs libmagic to be installed, and stack can't install such C libraries and to get a stack build that works everywhere, it has to be disabled by default. So the solution for you is to tell stack to build with the MagicMime build flag. Remaining question is, why is git-annex not displaying an error in this situation? I tried to replicate it, and it seems to display a nice error message here: joey@darkstar:~/tmp/tt>git add bash git-annex: bad annex.largefiles configuration: Parse failure: "mimetype" not supported; not built with MagicMime support error: external filter git-annex smudge --clean %f failed 1 error: external filter git-annex smudge --clean %f failed """]]